These Were the Very Best Looks of the Emmys 20 Years Ago

Updated on 9/20/2019 at 4:10 PM

It's been 20 years since the 1999 Emmys, and celebrities still enlist their glam teams to show off their best hair and makeup looks. In the '90s, the trends were a little different, with the stars favoring brick-colored lipsticks, bouncy blowouts, and thin brows, but they looked stunning nonetheless.

As this year's award ceremony approaches, we've rounded up the best beauty looks from the same night 20 years ago so you can see how far these stars have come. Ahead, you'll see Sarah Jessica Parker's iconic curls, Lucy Liu's brown-hued '90s makeup, and Halle Berry's classic pixie cut, among others.

Heather Locklear's Layered Lob and Fresh Makeup

Locklear's sleek, layered lob and fresh face of makeup made her glow at the Emmys in 1999.

Brandy's Angled Haircut

Brandy looked radiant at the Emmys with her angled haircut with curled ends.

Debra Messing's Red Curls

Messing's head of red, curly hair looked shiny and defined at the Emmys.

Halle Berry's Pixie Cut

Berry's caramel-colored pixie cut accentuated her high cheekbones.

Sarah Michelle Gellar's Ponytail

Gellar's thick and sleek ponytail kept her hair out of the way of her dewy makeup look.

Jane Krakowski's Curls and Blue Eye Shadow

Krakowski went for a monochromatic look and matched her hair accessories and eye shadow to her dress. Her blond curls looked glossy and defined.

Sarah Jessica Parker's Blond Curls

Parker allowed her signature curls to take center stage at the Emmys in 1999.

Julia Roberts's Blue Eye Shadow

Roberts's blue eye shadow highlighted her eyes.

Calista Flockhart's Blond Lob

Flockhart's straight, blond lob made her look radiant.

Lucy Liu's Cat Eye and Brick Lipstick

Liu looked stunning with a cat eye, brick lipstick, and terracotta-colored blush.

Kristen Johnston's Voluminous Blowout

Johnston's voluminous blond blowout was almost as shimmery as her dress.